Functionalization of alkynes and alkenes using a cascade reaction approach: synthesis of beta-keto sulfones under metal-free conditions

TitleFunctionalization of alkynes and alkenes using a cascade reaction approach: synthesis of beta-keto sulfones under metal-free conditions
Publication TypeJournal Article
Year of Publication2020
AuthorsKumar, M, Ahmed, R, Singh, M, Sharma, S, Thatikonda, T, Singh, PPal
JournalJournal of Organic Chemistry
Volume85
Issue2
Pagination716-725
Date PublishedJAN
Type of ArticleArticle
ISSN0022-3263
Abstract

Here, we are reporting a multicomponent cascade reaction approach for the synthesis of beta-keto sulfones by exploiting differential reactivity pattern of substrates under open-atmosphere and metal-free conditions. The coupling partners are aryldiazonium salts, unsaturated compounds, and DABSO. The optimized conditions worked well with both alkenes and alkynes. Moreover, the reaction also works with metabisulfite for the source of sulfone. The controlled liquid chromatography-mass spectrometry and O-18-labelled experiments suggested that air is a source of the incoming oxygen atom of the keto group of beta-keto sulfones.

DOI10.1021/acs.joc.9b02779
Type of Journal (Indian or Foreign)

Foreign

Impact Factor (IF)

4.335

Divison category: 
Organic Chemistry

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